Plot hole: At the end of the film Woody shows what a nice chap he is by spending the 'tainted' million dollars at a charity auction. He's just made his problems much worse - he paid his solicitor a large fee to arrange the deal, so he hasn't got a million in the bank. That cheque is going to bounce so fast it will crack the plaster on the roof of the bank, and bouncing a million dollar cheque is a serious criminal offence in the US. (There is no way enough interest could have built up to cover the difference, either).
Plot hole: The opaque red lined map that Otomo retrieves from his first fight is ridiculous. Why would people who know where the hidden base is be carrying around a map on them (which shows a route so basic that they'd have to be brain-dead not to be able to remember it anyway) just so that conveniently one of their enemies can get it?
Plot hole: It would seem to go against Secret Service procedure (as well as National Security) for an agent like Frank to give such an openly candid interview to a magazine such as Esquire.
Plot hole: In Cayman, Abby drugs Avery's drink at dinner. It takes effect as they return to the bungalow, and Avery passes out on the foot of the bed, fully clothed. In the next shot, Abby is in the kitchen, carrying the Mafia files. The bedroom is seen in the background, only now Avery is under the covers and without a shirt. After being knocked out by a "Mickey Finn," he wouldn't wake up, undress, and get into bed. Nor would Abby be able to do this - he is too heavy and bulky for her to move and undress alone, plus she would not have enough time to do that and also transport the many files, get them copied, and return them to the bungalow before Avery awoke. Avery would also be suspicious, knowing he was ill and had passed out atop the bed, but awoke undressed under the covers.
Plot hole: There is a guard stationed in the time lock vault without oxygen. Also, if the vault was supposed to be that secure, why were there simple bars protecting the back entrance?
Plot hole: Darby goes to great pains to get out of the country, to where no one will know where she is but Grantham. But upon reaching her "secret" destination, a van pulls up to the plane and a man gets out and hands them an envelope with a copy of the front page of the Washington Hearld with their breaking story and both their names as by-lines. That couldn't happen unless other people besides Grantham and the pilots knew her destination.
Plot hole: When it's learned that Jonah has taken a flight to New York by himself, the panicked adults never think to contact United Airlines, the New York Police Department, port authorities, airport security, the taxi companies, or the Empire State Building staff to alert them that an unaccompanied minor child is headed their way. Instead, Sam hops on the next flight to NYC to search for Jonah by himself. Considering the many hours Jonah waits on the Empire observation deck alone, it is apparent that none of the above knew he was there.
Plot hole: Where are all the graduating students? The ones that are going to be seniors the next fall are established. But what about the ones who graduated? There is absolutely no sign of any one of them anywhere, not at the Emporium, that at the outdoor party, nowhere.
Suggested correction: When Randy, Tony, Mike and Cynthia are all standing outside the classroom trying to convince Tony to come to the party, Mike mentions that all the graduating seniors are away on their senior class trip.
Plot hole: Foster served in the military and even received a Purple Heart as indicated by the plaque in his mother's home. Yet he needs a kid to explain to him how to handle an M72 rocket launcher. A weapon introduced in the 60s and thus well within his time at the military.
Suggested correction: Not everyone in the military knows how to use this particular type of weapon. In fact, probably most don't.
Plot hole: There's a number of strange things about Butch's and Terry's escape: When the grid falls down the very loud noise passes unnoticed. After they climb down the tied bedsheets Butch pulls once and it comes down, although no-one tied it loose. And finally, their escape route ended within the prison walls, and they needed to kidnap the clerk, who had come back into the prison to get some papers, for the escape in his car, something which wasn't planable at all. (00:05:40)